The Cape Cod Guide

Cape Cod

A sandy arm of New England, beach towns end to end.

MassachusettsRedAwning · Vol. 01
A Field Guide

What Cape Cod actually feels like.

A glacial peninsula that curls 70 miles into the Atlantic — fifteen towns from Sandwich at the Cape Cod Canal to Provincetown at the fist of the hook, stitched together by the 40-mile Cape Cod National Seashore, the 25-mile Cape Cod Rail Trail, and harbor docks where the Steamship Authority and Hy-Line ferries run to Martha's Vineyard and Nantucket.

Sand, surf, and salt marsh

Activities on Cape Cod

Forty miles of protected National Seashore, warm bayside flats at Mayflower Beach, and whale watches leaving Provincetown's MacMillan Pier.

01

Cape Cod National Seashore Beaches

Coast Guard Beach in Eastham, Marconi Beach in Wellfleet, and Race Point in Provincetown front open Atlantic surf backed by 40-foot dunes. Lifeguards in summer, big waves, and the cleanest sand on the Eastern Seaboard.

02

Warm Bayside Flats

At low tide Mayflower Beach in Dennis and Skaket Beach in Orleans drain into a half-mile of warm, ankle-deep sand bars — the Cape's calmest swimming and its best sunsets over Cape Cod Bay.

03

Biking the Cape Cod Rail Trail

A 25-mile paved path on an old railbed runs from Yarmouth through Dennis, Brewster, and Orleans to Wellfleet — flat, shaded, and threaded past Nickerson State Park's kettle ponds and a half-dozen ice-cream stops.

04

Whale Watching from Provincetown

The Dolphin Fleet runs out of MacMillan Pier to Stellwagen Bank, a federal marine sanctuary where humpbacks, finbacks, and minkes feed all summer. Naturalist-led, three to four hours, almost always a sighting.

05

Kettle Pond Swimming

Glacier-carved freshwater ponds — Long Pond in Wellfleet, Cliff Pond at Nickerson State Park, Scargo Lake in Dennis — sit warm and clear in the pine woods. No salt, no waves, no parking-sticker stress.

06

Ferries to the Vineyard & Nantucket

The Steamship Authority sails from Woods Hole to Martha's Vineyard and from Hyannis to Nantucket; Hy-Line runs fast ferries from Hyannis to both. A day trip to Oak Bluffs or Nantucket Town is the classic Cape add-on.

Nowhere else in New England puts a calm bayside flat, a thundering Atlantic backshore, and a kettle pond warm enough to swim all within the same ten-mile drive.
Maura Callahan, RedAwning Account Manager (New England rentals)
Cape Cod
Beyond the beach towel

Things to Do on Cape Cod

Lighthouses, oyster flats, drive-in movies, and salt-marsh boardwalks across all fifteen Cape towns.

Outdoors & Recreation

01 · 7 spots
  • 01

    Nauset Light & Coast Guard Beach (Eastham)

    The red-and-white Nauset Light tops the dune above Coast Guard Beach, one of the most photographed stretches of the National Seashore. A boardwalk and shuttle run from the visitor lot in summer.

    Address
    Ocean View Dr, Eastham, MA 02642
  • 02

    Province Lands & Race Point (Provincetown)

    The Cape's wild tip — rolling dunes, a paved bike loop, and Race Point Beach, where the Atlantic and Cape Cod Bay meet and seals haul out on the bars. Sunset here faces open water on three sides.

    Address
    171 Race Point Rd, Provincetown, MA 02657
  • 03

    Nickerson State Park (Brewster)

    Nearly 2,000 acres of pine forest around eight kettle ponds — swimming, paddling, 8 miles of bike trail connecting to the Rail Trail, and the Cape's largest campground. Cliff Pond is the swimmers' favorite.

    Address
    3488 Main St, Brewster, MA 02631
  • 04

    Wellfleet Oyster Flats

    At low tide the Wellfleet harbor flats open for licensed shellfishing — the famous Wellfleet oysters and littleneck clams come from right here. Outfitters run guided digs; the town sells day permits.

    Address
    Wellfleet Town Pier, Wellfleet, MA 02667
  • 05

    Chatham Light & Lighthouse Beach

    The 1877 Chatham Light overlooks the ever-shifting break where the Atlantic cuts through the barrier beach. Watch the gray seals — and the great whites that follow them — from the bluff overlook.

    Address
    37 Main St, Chatham, MA 02633
  • 06

    Cape Cod Canal Bikeway (Sandwich)

    A flat 7-mile service road runs each bank of the Cape Cod Canal — walk or ride past fishing spots and the moving ships, with the Sandwich Boardwalk and the Sagamore and Bourne bridges as bookends.

    Address
    Ed Moffitt Dr, Sandwich, MA 02563
  • 07

    Martha's Vineyard (ferry from Woods Hole)

    The Steamship Authority's 45-minute crossing from Woods Hole lands in Vineyard Haven — gingerbread cottages in Oak Bluffs, the Aquinnah cliffs, and Edgartown's whaling-captain houses. The essential Cape day trip.

    Address
    Woods Hole Ferry Terminal, Falmouth, MA 02543

Arts, History & Culture

02 · 4 spots
  • 01

    Pilgrim Monument & Provincetown Museum

    A 252-foot granite tower marking the Mayflower's first 1620 landfall — climb the ramps for a view down the entire Cape. The museum below covers Provincetown's whaling, fishing, and arts-colony past.

    Address
    1 High Pole Hill Rd, Provincetown, MA 02657
  • 02

    Sandwich Glass Museum

    Sandwich is the Cape's oldest town, and its 19th-century glassworks made it famous. The museum's live glass-blowing demos and pressed-glass galleries are the best rainy-day stop on the Upper Cape.

    Address
    129 Main St, Sandwich, MA 02563
  • 03

    Heritage Museums & Gardens (Sandwich)

    100 acres of gardens — famous for May rhododendrons — plus a working 1908 carousel, a vintage automobile collection, and a treetop adventure course. The Cape's best all-ages, all-weather attraction.

    Address
    67 Grove St, Sandwich, MA 02563
  • 04

    John F. Kennedy Hyannis Museum

    Hyannis Port was the Kennedy summer compound, and this Main Street museum tells the story with photographs and film. Pair it with the JFK Memorial overlooking Lewis Bay a few blocks away.

    Address
    397 Main St, Hyannis, MA 02601

Family & Entertainment

03 · 4 spots
  • 01

    Wellfleet Drive-In Theatre

    One of the last drive-ins in New England, open since 1957 — double features under the stars, a snack bar, and a flea market by day. A pure Cape Cod summer night.

    Address
    51 US-6, Wellfleet, MA 02667
  • 02

    Cape Cod Baseball League

    Top college players spend their summers in the Cape League — free wooden-bat games on town fields from Orleans to Falmouth, where future big-leaguers play to a lawn-chair crowd. June through early August.

    Address
    Eldredge Park, Orleans, MA 02653
  • 03

    Cape Cod Rail Trail Bike Rental (Brewster)

    Shops in Brewster and Dennis rent bikes, trailers, and tandems right at the trailhead — the easiest way to ride the flat 25-mile path past ponds, cranberry bogs, and ice-cream stands.

    Address
    302 Underpass Rd, Brewster, MA 02631
  • 04

    Chatham Saturday Night Band Concerts

    Every summer Saturday, thousands bring blankets to Kate Gould Park for the Chatham Town Band — a sing-along, marches, and the bunny-hop finale. The most wholesome night on the Cape.

    Address
    Kate Gould Park, Chatham, MA 02633

Shopping & Markets

04 · 3 spots
  • 01

    Provincetown Commercial Street

    A three-mile waterfront strip of galleries, oyster bars, drag shows, and taffy shops — the Cape's most vibrant main drag and the heart of P-town's arts and LGBTQ+ scene.

    Address
    Commercial St, Provincetown, MA 02657
  • 02

    Chatham Main Street

    Window boxes, white clapboard, and an old-Cape shopping street — the Chatham Squire for chowder, a candy store, the Mayo House, and a Friday-night roll-down to the fish pier seal show.

    Address
    Main St, Chatham, MA 02633
  • 03

    Wellfleet Flea Market

    Saturdays and Sundays the Wellfleet Drive-In lot fills with hundreds of vendors selling antiques, crafts, and Cape Cod kitsch. Get there early; leave with a captain's lamp you didn't plan to buy.

    Address
    51 US-6, Wellfleet, MA 02667
The dining guide

Where to Eat on Cape Cod

Wellfleet oysters, fried-clam shacks, lobster rolls on the dock, and a fishing-pier raw bar — the Cape on a plate.

Seafood Shacks

01 · 4 spots
  • 01

    Arnold's Lobster & Clam Bar (Eastham)

    The definitive Cape clam shack — whole-belly fried clams, lobster rolls, and a mini-golf course out back. Order at the window, wait for your number, eat at a picnic table on Route 6.

    Address
    3580 US-6, Eastham, MA 02642
  • 02

    Mac's Seafood (Wellfleet)

    On Wellfleet town pier, with oysters pulled from the harbor in front of you — raw bar, fish tacos, and grilled local catch eaten at the water's edge as the boats come in.

    Address
    265 Commercial St, Wellfleet, MA 02667
  • 03

    Kream 'N Kone (West Dennis)

    A Cape institution since 1953 — golden fried clams and scallops, soft-serve out the side window, and a parking lot that fills by noon on a beach day. Cash-fast and unpretentious.

    Address
    961 Route 28, West Dennis, MA 02670
  • 04

    Sir Cricket Fish & Chips (Orleans)

    A tiny counter inside the Nauset Fish Market — some of the freshest fried fish on the Lower Cape, with a handful of stools and a loyal line out the door. Get the fish and chips.

    Address
    38 Route 6A, Orleans, MA 02653

Upscale

02 · 4 spots
  • 01

    The Lobster Pot (Provincetown)

    A neon-signed landmark on Commercial Street since 1979 — clam chowder that wins awards, full lobster dinners, and second-floor harbor views. Touristy, beloved, and genuinely good.

    Address
    321 Commercial St, Provincetown, MA 02657
  • 02

    PB Boulangerie Bistro (Wellfleet)

    A French bakery and bistro hidden in the Wellfleet pines — croissants and baguettes by day, a serious prix-fixe of duck, mussels, and steak frites by night. Worth the off-highway detour.

    Address
    15 Lecount Hollow Rd, Wellfleet, MA 02667
  • 03

    The Red Inn (Provincetown)

    A waterfront 1805 inn at the quiet west end of P-town — white-tablecloth seafood, a deck over the bay, and the best sunset table on the Outer Cape. Reserve well ahead.

    Address
    15 Commercial St, Provincetown, MA 02657
  • 04

    28 Atlantic at Wequassett (Harwich)

    The Cape's premier fine-dining room, on Pleasant Bay at the Wequassett Resort — refined New England tasting plates, a deep wine cellar, and floor-to-ceiling water views. The special-occasion choice.

    Address
    2173 Route 28, Harwich, MA 02645

Casual & Family

03 · 4 spots
  • 01

    The Chatham Squire

    Chatham's everyone-goes tavern — a raw bar, chowder, fish and chips, and a license-plate-covered barroom. Loud, friendly, and open year-round on Main Street.

    Address
    487 Main St, Chatham, MA 02633
  • 02

    Cape Cod Beer (Hyannis)

    The Cape's hometown brewery — tours, a tasting room, and pints of Beach Blonde and Red poured a few minutes from the Hyannis ferries. Food trucks park out front most afternoons.

    Address
    1336 Phinneys Ln, Hyannis, MA 02601
  • 03

    Sundae School Ice Cream (Dennis Port)

    Homemade ice cream scooped inside a restored 1934 barn — black raspberry, a real soda fountain, and a screen porch. The Lower Cape's after-dinner ritual since 1976.

    Address
    381 Lower County Rd, Dennis Port, MA 02639
  • 04

    The Beachcomber (Wellfleet)

    A former 1850s lifesaving station perched above Cahoon Hollow Beach — raw bar, fried seafood, and live music on the sand. Walk down from the bar straight onto the Atlantic backshore.

    Address
    1120 Cahoon Hollow Rd, Wellfleet, MA 02667
Before you book

Trip Planning, Answered

Best season, bridge traffic, which Cape town to pick, beach stickers, ferries, and what a Cape week actually costs.

When is the best time to visit Cape Cod?
July and August are peak — warmest water (low 70s on the bay side), every shop and shack open, and the highest rates. June and September are the local favorites: 70–80°F days, far thinner crowds, and ocean still warm enough to swim into late September. May and October are quiet and beautiful for biking, lighthouses, and oysters, though many seasonal restaurants close after Columbus Day.
What's the closest airport to Cape Cod?
Boston Logan (BOS) is the main gateway, about 75–90 minutes to the Sagamore Bridge by car. T.F. Green in Providence (PVD) is a similar distance from the Upper Cape. Barnstable Municipal (HYA) in Hyannis has seasonal flights and is the hub for ferries to Nantucket and the Vineyard; Cape Air also connects it to Boston year-round.
How do I avoid the Cape Cod bridge traffic?
Both the Sagamore and Bourne bridges back up badly on summer Saturdays — the traditional changeover day. Cross before 10 a.m. or after 7 p.m., or arrive midweek. A Friday-to-Friday or Sunday-to-Sunday rental beats the Saturday crush. Heading home, leave the Cape before noon or after dinner.
Which part of Cape Cod should I stay in?
The Upper Cape (Sandwich, Falmouth, Mashpee) is closest to the bridges and the Woods Hole ferry to Martha's Vineyard. The Mid-Cape (Hyannis, Yarmouth, Dennis) has the warmest bayside beaches, the most rentals, and the Nantucket ferries. The Lower Cape (Chatham, Orleans, Brewster) is quieter and classic, near Nauset Beach and the Rail Trail. The Outer Cape (Wellfleet, Truro, Provincetown) is the wild National Seashore end — biggest surf, smallest crowds, longest drive.
Do I need a beach sticker or parking pass?
Most town-owned beaches require a resident or weekly visitor sticker in summer, available from the town hall — many vacation rentals include one or can arrange it. The Cape Cod National Seashore beaches (Coast Guard, Nauset Light, Marconi, Race Point, Herring Cove) charge a daily or season pass instead and are open to everyone. Arrive before 10 a.m. on weekends; the lots fill.
How long should I stay on Cape Cod?
A week is the Cape standard — most rentals run Saturday-to-Saturday or Sunday-to-Sunday in peak season, which also dodges the worst bridge traffic. A long weekend (3–4 nights) is plenty to settle into one town, hit a few beaches, and take a ferry day trip. Two weeks lets you split between a bayside and an oceanside town and really slow down.
Can I take a ferry to Martha's Vineyard or Nantucket?
Yes. The Steamship Authority sails car-and-passenger ferries from Woods Hole (Falmouth) to Martha's Vineyard and from Hyannis to Nantucket — the only lines that carry vehicles, so book cars months ahead. Hy-Line runs fast passenger-only ferries from Hyannis to both islands in about an hour. For a day trip, leave the car on the Cape and walk on.
Is Cape Cod good for families?
Very. The warm, shallow bayside flats at Mayflower Beach and Skaket Beach are ideal for small kids, the flat Cape Cod Rail Trail is built for family biking, and rainy days have the Wellfleet Drive-In, mini-golf, Heritage Museums & Gardens, and the Cape Cod Baseball League. Many rentals are walk-to-beach and include bikes, kayaks, and outdoor showers.
How much does a Cape Cod vacation rental cost?
Peak-summer (July–August) weekly rates typically run $2,500–$5,000 for a two- or three-bedroom cottage and $7,000–$15,000+ for a large waterfront home — most Cape rentals price by the week in season. June and September run 30–40% lower, and shoulder-season nightly stays are far more flexible. Book popular towns like Chatham and Wellfleet by late winter for summer.
Are pets allowed in Cape Cod vacation rentals?
Many are — filter for "Pets OK" on RedAwning and expect a pet fee of roughly $50–$150 per stay. The Cape is dog-friendly off-season: National Seashore beaches allow leashed dogs outside summer lifeguard hours, and trails at Nickerson State Park and the Province Lands welcome them year-round. Summer daytime beach rules are strict, so always check the property and town policy before traveling.
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